
Sailing and catamaran holidays and cruises in Sicily
Exploring the Sicilian coastline by sailboat is a journey between the magic of San Vito lo Capo and the wild beauty of the Zingaro Reserve. The turquoise waters of the Tyrrhenian Sea frame majestic cliffs and secret bays, offering a sailing experience wrapped in an unparalleled natural setting. Every moment is an opportunity to discover the true essence of Sicily, a blend of ancient charm and unspoilt landscapes that leave an indelible imprint on the hearts of those who sail there.
11
experiences

5.0
Super!
Italy: Sicily
4 days - 3 nights
2 departures available
September
€345
Per person

5.0
Super!
Italy: Sicily
5 days - 4 nights
One departure available
September
€350
Per person

4.8
Italy: Sicily
4 days - 3 nights
2 departures available
September
€345
Per person

5.0
Italy: Sicily
2 days - 1 night
5 departures available
August - September
Starting from
€215
€194
Per person

4.6
Italy: Sicily
4 days - 3 nights
2 departures available
September
€350
€315
Per person

4.9
Italy: Sicily
6 days - 7 nights
One departure available
August
€850
€700
Per person

4.4
Italy: Sicily
6 days - 7 nights
One departure available
August
€660
Per person

5.0
Italy: Sicily
1 day - 0 nights
2 departures available
August
€118
Per person

New
Italy: Sicily
6 days - 7 nights
One departure available
August
€900
Per person

5.0
Italy: Sicily
3 days - 2 nights
5 departures available
August - September
Starting from
€315
€284
Per person

4.9
Italy: Sicily
3 days - 3 nights
2 departures available
August
Starting from
€480
Per person
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Reviews - Sailing and catamaran holidays and cruises in Sicily
46 reviews
2 days sailing between Palermo and Cefalù - All inclusive & flexible dates
07/16/2026
Vincenzo T.
-
IT
COUS COUS FEST: Un Week End di Mare, Vela, Cous Cous e Musica!
09/30/2025
Francesco P.
-
IT
COUS COUS FEST: A Weekend of Sea, Sailing, Cous Cous and Music!
09/24/2025
Nicola V.
-
IT
Ten days from Catania to the Aeolian Islands on a luxury sailboat
08/27/2025
Marta B.
-
IT
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